Mulching in vegetable cultivation has been widely used to conserve water and improve yield. Field experiments with four treatments, including yard waste compost combined with plastic mulches in raised beds for winter fresh market bell peppers (Capsicum annuum L.), were conducted at two experimental sites [Pine Island Farm (PIF) and Tropical Research and Education Center (TREC)] in Miami-Dade county for two different years each. The treatments were: 1) control (PM): plastic mulch alone; 2) MC33: fumigation of the soil with a mixture of methyl bromide and chloropicrin and covered with plastic mulch; 3) herbicide/OM: organic mulch sprayed with herbicides (S-metolachlor and napropamide) without plastic mulch; and 4) PM/OM: organic mulch covered by plastic mulch. The treatment of PM/OM at both experimental sites in 2 years each increased the total marketable yields of bell pepper by 1.5- to 3.2-fold, total extra large fruit yields by 2.0- to 5.7-fold, and total large fruit yields by 1.4- to 2.6-fold, respectively, on average compared with the control, although some exceptions occurred between the two years at the TREC site. Under most circumstances at both experimental sites in two different years each, the PM/OM treatment also improved the total marketable yield and fruit quality (such as extra large fruits) for the first two harvests, which shows a preference to provide winter fresh market vegetables to meet a high demand. The economic benefit by PM/OM was the greatest among all the treatments. The results suggest that the application of organic mulch combined with plastic mulch can improve bell pepper yield and quality as a result of the improvement of soil fertility, especially the early harvests of winter fresh market fruits, which has shown a potential in the development of sustainable agriculture.